
Guesthouse vacation rentals in Edgartown
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Top-rated guesthouses in Edgartown
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.

Beautiful Guest House in Chilmark
This newly renovated guest house is located in a quiet and very private setting in Chilmark. The guest house is located above the garage adjacent to the main house with a private entrance. It has a queen size bed with two oversized chairs. There is a full bathroom and outdoor shower. A small kitchen features butcher block countertops, stainless steel sink, refrigerator and 2 burner electric stove and island. Air conditioning and heat. The space comes with a walk -on-pass to Lucy Vincent Beach.

Quaint Cape Cod Cottage
Quaint cottage on Cape Cod, perfect for a last minute getaway. Amazing location with the beach, Shining Sea Bike Path, The Knob, and Spohr Gardens all within WALKING DISTANCE! A five minute drive to Falmouth Main Street which offers amazing restaurants and shops. In the other direction, another five minute drive will bring you to the historical seaside village of Woods Hole, home to world renowned scientists, numerous beaches, restaurants, museums, an aquarium and the Martha's Vineyard Ferry.

THE BIG CHILL ~ ONE MILE TO EDGARTOWN CENTER
The Big Chill is close to the buses, grocery stores, fish markets, Morning Glory Farm, the beautiful beaches and the center of Edgartown. You’ll love it.. its cozy, has A/C, you'll love the high ceilings on the second floor and the location! The BIG CHILL has a full bath indoors and a fully enclosed outdoor shower steps from the door. Great for couples, solo adventurers, and business travelers….a bike ride to town. If you need a bigger house, check out Sandy Feet Retreat for 5-10 guests.

Vineyard Meadow Artist Studio
This lovely artist's studio is just steps from miles of trails. Walk to the beach or meander through the woods of Long Point Wildlife Refuge, experiencing the serenity of this still untouched corner of Martha's Vineyard. This studio includes a bathroom with a shower, a washer/dryer and a kitchenette. It is the perfect spot for a lone artist, a couple or a family to enjoy Martha's Vineyard any time of year. This property shares the driveway and parking with Vineyard Meadows Writer's Cottage.

Wedding RetreatTrails Golfing Beaches Private Gem
✨ LOCATION, LOCATION✨ ✅Cleanliness, Fully stocked kitchen ✅Pet-Friendly, Minutes from ferry & beaches ✅ Peaceful & private neighborhood 🌳 Hidden trails—Great for exploring 🏡 Perfectly Getaway, ✅ Easy access to all towns, Hassle-free stay. 🚗 Just 8 minutes to local markets, and top-rated restaurants. 🚴♂️ A scenic 13-minute bike ride takes you to the charming Edgartown Village or Katama South Beach—perfect for breathtaking sunsets! Convenience, comfort, and nature at your doorstep.

4-Season Guest House on Historic Chilmark Estate
Beautiful private guest house in Chilmark on Martha's Vineyard. Secluded yet convenient. Drive on pass to spectacular Chilmark beaches! Newly renovated and gorgeous. Great location - 10 minute walk to Chilmark Store. Full kitchen, living area, kitchen island/dining table, queen bed, day bed (not for sleeping), fireplace/heater, private outdoor shower, deck and picnic table, full bath inside. Keurig machine. 2 friendly labs/2 chickens on premises. Easy bus access. Old-style MV charm.

West Chop Cottage + Beach Access
Sweet, rustic, and tiny - yet comfortable with all the amenities - the cottage is a short walk to the town center, lighthouse, landmarks, and lovely harbor beaches on desirable West Chop. The private yard with harbor view allows for sunbathing and stargazing, lounging and lawn games, grilling and campfires. With access to spectacular private association ocean beach, Hancock Beach, on the island's south shore in Chilmark, this rental offers a complete Vineyard experience.

Madaket Bright and Airy Guest Cottage
Escape to this charming guest cottage in Madaket, just a short walk from Madaket Beach, known for its stunning sunsets. This peaceful retreat offers a cozy, light-filled space with a well-equipped kitchen and comfortable sleeping arrangements. Enjoy mornings on the private patio, bike scenic paths, or dine at Millie’s. Easily explore Nantucket’s shops, restaurants, and history. End your day with a breathtaking sunset—your perfect island getaway awaits!

King bed, Water Views, Near Bike Path- Bus stop
Have your morning coffee looking out at the sunrise and sailboats from your living room or bedroom windows. This modern studio feels secluded while only a mile and a half from Main Street Vineyard Haven, four miles from Oak Bluffs, and eight miles to Edgartown. This is the perfect place to unplug but does come equipped with everything you need, including wifi, smart tv, fully equipped kitchen, beach towels, linens, and bath towels for your stay.

Relaxing Cottage in Centerville Village
Welcome to my home! The cottage is located in Historic Centerville Village, it's a welcoming, bright and relaxing, studio space; perfect for a couple, or individual, to getaway on Cape Cod. Salt Tide Cottage is a private guesthouse with off-street parking and a serene outdoor space. It sits behind the main house with its own back yard space with hammock. Just a short walk to the ocean, beaches, the library and the general store.

Questover…steps to the ocean
Private oasis yet steps to the warm and gentle ocean waters of Nantucket Sound..Fresh and modern first floor cottage ..every amenity from new luxe linens..towels..wagon for beach chairs..and children …central air/heat..all on one floor l with lots of light and ocean breezes…outside dining and lounge area…firepit and large cedar outdoor shower…walk to great restaurants, beaches, Pirate museum ..A very special place🌊💫

La Casita
After years of hard work ,planning downsizing from the main house the casita was built and completed to full fruition. Environmentally green household (composting, recycling, clothesline, minimal trash, etc.) Enjoy refuge,quietness ,comfort ,simplicity of living ,and proximity to all the island offers!
Popular amenities for Edgartown guesthouses
Family-friendly guesthouses

Mady on the Forest...

Joe's Beach Hideaway

Cozy, renovated home in a charming duplex cottage

Modern Fireplaced Carriage House with Beach Permit

“My Two Buoys” (Side B) Sleeps 6 / Walk to Beaches

Quality stay

Conveniently-located cottage with on-site parking

Cozy Cottage
Guesthouses with a patio

Beautiful Charming Edgartown Guesthouse 1 Bedroom

Private cabin in Wildlife Habitat; near bus route

Charming W. Tisbury Studio Guest Cottage

West Falmouth treehouse

Mushroom Cottage

Beach glamping at the Zen Den

Cozy Vineyard Cottage

Woods Hole Backyard Guest House Full of charm!
Guesthouse rentals with a washer and dryer

New! Edgartown Guest House in a garden setting

Mermaid Cottage

Guesthouse

Osterville Guest House

Guest house over Garage

Marthas Vineyard 1BR Cottage 10 min to beach/town

Escape to Bungalow 24 on MV!

Beautiful Nantucket Summer rental
Quick stats about guesthouse rentals in Edgartown

Total vacation rentals
Explore 30 vacation rentals in Edgartown

Nightly prices starting at
Edgartown vacation rentals start at $239 CAD per night before taxes and fees

Verified guest reviews
Over 1,340 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Edgartown vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Edgartown rentals

4.9 Average rating
Edgartown stays are highly rated by guests—averaging 4.9 out of 5!
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